Family-friendly holiday rentals in Mississauga

A modern living area features a gray sofa adorned with blue cushions. A wooden coffee table sits on a patterned rug, with a large flat-screen TV mounted on the wall displaying content. The kitchen area is visible in the background, equipped with sleek appliances.

4.92 out of 5 average rating, 132 reviews

Entire Condo - 20min from Toronto Airport

This cozy one bedroom, 500 sq. ft., condo is located in the desirable Churchill Meadows area. It’s conveniently located across the street from Erin Mills Mall and within walking distance to all major amenities. You’ll find highway access to be a breeze; HWY 403 is only 1 minute away and the 401 under 10 minutes. Toronto Pearson Airport is a 15 minute drive, and you’ll find yourself downtown Toronto within 25 minutes. My place is perfect for business travelers, solo adventurers and couples.

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

4.95 out of 5 average rating, 184 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

4.81 out of 5 average rating, 151 reviews

The living area features modern furnishings with a cozy couch facing a large flat-screen TV. Soft lighting enhances the open space, which includes a kitchen equipped with stainless steel appliances and a dining table with bar stools. Light-colored flooring adds to the clean aesthetic.

Home in Malton

Private 2 Bed Basement Apartment

Private 2 bedroom basement apartment located in the basement of the house and comes with private bathroom attached to your unit. The house is in a very safe and quiet neighbourhood. Check in with our fast self check in process. It's centrally located and close to the city center, parks restaurants and grocery stores. Minutes to Westwood mall. Major transit lines nearby and parking is included. My family opens up their home for travelers, couples and adventures from all around the world.

4.95 out of 5 average rating, 343 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.89 out of 5 average rating, 108 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

4.99 out of 5 average rating, 136 reviews

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

Home in Oakville

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

An open and modern layout showcases a spacious living area seamlessly connected to a kitchen, with a generously sized sleeping area featuring a plush bed. Glass panels and wooden beams create an inviting atmosphere, while stylish decor complements the aesthetic of the space.

4.99 out of 5 average rating, 246 reviews

Newly renovated stylish apartment close to Airport

**No parties or gatherings allowed** Newly renovated, large, spacious and cozy apartment 10 min from Airport. Brand new kitchen, bathroom with shower, laminate flooring, built in closet, living area and laundry. Enjoy comfy KING size bed! Family friendly and quite neighborhood. Close to SquareOne, Sherway Gardens, MiWay, highways, and Downtown. Close to shopping, grocery, and recreation centers. Completely Separate entrance. Free parking spot on the driveway.

4.92 out of 5 average rating, 91 reviews

Cozy Private Suite | Free Parking | Close to 403

🌟 THE EXPERIENCE Escape to your own private oasis in Churchill Meadows! This spotless 1-bedroom basement apartment offers everything you need: a fully-equipped kitchen, in-unit laundry, blazing-fast WiFi, and free parking, all just 30 minutes from downtown Toronto. Perfect for: - Business travelers needing a quiet workspace - Couples exploring the GTA - Anyone wanting hotel amenities at home prices - Extended stays with laundry access.

4.91 out of 5 average rating, 22 reviews

Sky-High 2BR/2BA Condo | Best City Views+Parking

Enjoy a comfortable stay in this modern 2-bedroom, 2-bath high-floor condo with stunning city views. Bright and thoughtfully furnished, the space features a fully equipped kitchen, cozy living area, and large windows that showcase the skyline day and night. Conveniently located near transit, dining, and shopping, this high-rise home offers the perfect blend of comfort, panoramic views, and easy city access—ideal for a memorable stay.

5 out of 5 average rating, 5 reviews

Casa Verde | Skyline Views Near Square One

💚🏙️ Casa Verde | Stylish 2BR Condo in Heart of Mississauga Welcome to Casa Verde— a cozy 2-bedroom, 2-bath condo with olive & pastel green interiors, skyline views, and modern comfort. Enjoy breathtaking views of the CN Tower, Toronto skyline, and Mississauga city lights from the balcony. Just a 2-minute walk to Square One, minutes from downtown Toronto, and 15 mins to Pearson Airport. ✨🌿

A bright hallway features light-colored walls and wooden flooring, leading to a cozy sitting area. Artwork of the Eiffel Tower adorns one wall, while a potted plant adds a touch of greenery. A comfortable sofa and a small table create an inviting space.

4.89 out of 5 average rating, 303 reviews

Stylish & Spacious 2BR apartment

Welcome to our inviting 2-bedroom basement apartment in the picturesque neighborhood of Erindale, Mississauga. With its cozy ambiance and modern amenities, it's the perfect retreat for your stay. Unwind in the comfortable bedrooms, and explore the nearby attractions. Experience the best of Mississauga from your home away from home. Book your unforgettable stay now and create lasting memories!

The exterior of the guest suite is portrayed, featuring a two-story brick structure with large windows and a well-defined entrance. The driveway accommodates two vehicles, while tasteful landscaping adds to the appeal. Clear blue skies frame the scene, enhancing the welcoming façade.

4.98 out of 5 average rating, 112 reviews

Comfortable 1 Bedroom Guest Suite w/ Free Parking

Welcome to our comfortable 1 bedroom guest suite located in beautiful Heartland neighbourhood of Mississauga. Our guest suite is conveniently located 15 minutes away from Pearson airport, 5-10 minute drive from all major supermarkets and shopping complexes in the Heartland Town Center and 25-30 minute drive from downtown Toronto. In addition, the GO bus station is a 10 minute walk away.

Popular amenities for Mississauga family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 164 reviews

Luxury 2BR Condo w/ Skyline Views & Balcony

4.91 out of 5 average rating, 104 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

4.93 out of 5 average rating, 180 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

4.86 out of 5 average rating, 210 reviews

Beautiful Penthouse with Breathtaking View

5 out of 5 average rating, 145 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

4.98 out of 5 average rating, 630 reviews

A vibrant sunset is captured with layers of orange, red, and yellow hues across the sky. Silhouetted trees and foliage frame the image, creating a contrasting foreground against the colorful backdrop.

Guest suite in Hamilton

Country Getaway in Puslinch

4.96 out of 5 average rating, 152 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

The Captain's Cottage at Willow Pond

A spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.

4.85 out of 5 average rating, 263 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 333 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

4.92 out of 5 average rating, 71 reviews

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

4.9 out of 5 average rating, 41 reviews

A light-filled living area features a spacious sectional sofa adorned with neutral-toned cushions. A large television is mounted on a sleek white entertainment unit. Two framed artworks hang on the wall, and a patterned area rug adds texture to the hardwood floor.

Guest suite in Oakville

Debonair Home near Downtown Oakville

A spacious outdoor area is surrounded by lush green grass, with well-maintained trees and shrubs. Several wooden structures, including a gazebo and small sheds, are set against a clear blue sky, offering a peaceful atmosphere for relaxation.

4.89 out of 5 average rating, 61 reviews

Cute 1-Bedroom apartment in heart of Mississauga

4.89 out of 5 average rating, 185 reviews

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

Home in Oakville

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

4.93 out of 5 average rating, 284 reviews

A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.

Farm stay in Hamilton

Somerset Cottage at West Avenue Cider House

4.99 out of 5 average rating, 103 reviews

A modern kitchen with sleek cabinetry features a spacious island with seating for four. Large windows provide natural light and a view of the outdoors, while elegant pendant lights hang above. The adjacent living area showcases a comfortable sofa and a coffee table on a light-colored rug.

Home in Parkdale

Luxury 4BR | World Cup | High Park & Beach

4.99 out of 5 average rating, 233 reviews

The interior of the cabin features warm wooden walls and a cozy woodstove. Two blue lounge chairs are positioned near a rustic table. Natural light floods through a large window, illuminating the space, while a striped rug adds comfort underfoot.

Tiny home in Schomberg

SNAKE CABIN(rustic, 'off-the-grid')

Family-friendly home rentals with a pool

4.75 out of 5 average rating, 40 reviews

Bright 2BR Walk-Out Suite | 2 Parking | Walk to GO

5 out of 5 average rating, 110 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

4.79 out of 5 average rating, 39 reviews

A modern house exterior is displayed, featuring a well-maintained lawn and landscaped garden. The driveway is paved with gravel and concrete, leading to a covered porch area. Large windows provide an inviting entrance, while shaded trees contribute to a pleasant outdoor setting.

Home in Mississauga

Comfortable &Stylish 4BD Stay Near Toronto Airport

A modern living area features a sectional sofa facing a geometric patterned rug. A dining set and bar stools complement the space. The kitchen is visible, showcasing wood cabinetry and stainless steel appliances. Large windows allow natural light to fill the room, with access to an outdoor balcony.

4.98 out of 5 average rating, 45 reviews

Luxury Penthouse Suite SQ1

4.89 out of 5 average rating, 9 reviews

A well-equipped kitchen features white cabinetry and modern stainless-steel appliances, including a stove and dishwasher. Natural light pours in through a window adorned with potted plants. A tile floor leads to a dining area with wooden chairs, creating an inviting space for meal preparation and gatherings.

Home in Mississauga

Swimming pool, king size bed. Our oasis.

The living area features a comfortable sofa and a modern coffee table, with a decorative plant nearby. A fireplace television is mounted on the wall, adding warmth to the space. In the background, the kitchen and dining area are visible, showcasing bar stools and stylish lighting.

4.74 out of 5 average rating, 27 reviews

Chic 1Bdr + Den Condo | Walk to Sq1 | Prkng incld.

4.8 out of 5 average rating, 222 reviews

A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.

Apartment in Milton

Backyard Oasis Guesthouse.